Origin identification of Pinus nigra populations in southwestern Europe using terpene composition variations

Bojović, Srdjan; Jurc, Maja; Dražic, D.; Pavlović, Pavle B.; Mitrović, Miroslava; Djurdjević, Lola; Dodd, Richard S.; Afzal-Rafii, Zara; Barbéro, Marcel

doi:10.1007/s00468-005-0411-x

Cited by 28 publications

(16 citation statements)

References 26 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Trimethylsilyl diterpenoid resin acids (pimaric, levopimaric, isopimaric, palustric, dehydroabietic, abietic, and neoabietic acids) were detected in the PLW extract solvent. Several types of terpenoids detected in PLW in this study agree with reported terpenoids found in other pine sources (Nerg et al, 1994;Manninen et al, 2002;Bojovic et al, 2005;Ormeño et al, 2007;Bohlmann and Keeling, 2008;Rodrigues-Corrêa et al, 2012;Achotegui-Castells et al, 2013) and show some similarities with terpenoids present in spruce (Martin et al, 2002;Zhao et al, 2010). For example, the most abundant monoterpenes extracted from PLW were in agreement with the most abundant monoterpenes present in pine wood and foliage, being α-and β-pinene.…”

Section: Terpenoid Content Of Pine Lighter Woodsupporting

confidence: 89%

“…Monoterpenes and sesquiterpenes have also been investigated as potential sources of renewable fuel (Monteiro and Veloso, 2004;Harvey et al, 2009;Peralta-Yahya et al, 2011;Renninger et al, 2011;Meylemans et al, 2012;Rodrigues-Corrêa et al, 2012;Hellier et al, 2013;Vallinayagam et al, 2014). Efforts have been made to understand the genetic, ecological, and physicochemical processes behind the production and accumulation of terpenoids in pine and other feedstocks (Nerg et al, 1994;Manninen et al, 2002;Martin et al, 2002;Bojovic et al, 2005;Schmidt et al, 2011;Achotegui-Castells et al, 2013;Susaeta et al, 2014). For this type of research, it is important to accurately measure the terpenoid content in biomass to be able to compare the variables potentially affecting terpenoid production and accumulation.…”

mentioning

confidence: 99%

“…For this type of research, it is important to accurately measure the terpenoid content in biomass to be able to compare the variables potentially affecting terpenoid production and accumulation. With the wide variety of uses and applications of terpenoid components as well as the biological variability associated with their formation, development of rapid analytical methods used to characterize terpenoids and measure their abundance in the biomass is becoming increasingly important.Currently, analytical methods primarily use hexane or other non-polar solvents to extract terpenoid components from pine and other biomass sources and GC/MS to identify and quantify the components of the extract (Lewinsohn et al, 1993;Manninen et al, 2002;Bojovic et al, 2005;Thompson et al, 2006;Varming et al, 2006;Ormeño et al, 2007Ormeño et al, , 2010Zhao et al, 2010; AchoteguiCastells et al, 2013). There have been other methods and solvents used to extract and quantify terpenoids in biomass, including accelerated solvent extraction, dynamic headspace analysis as well as the use of methyl tert-butyl ether and derivatization agents during extraction (Martin et al, 2002;Varming et al, 2006;Fojtová et al, 2008;Zhao et al, 2010).…”

mentioning

confidence: 99%

“…Efforts have been made to understand the genetic, ecological, and physicochemical processes behind the production and accumulation of terpenoids in pine and other feedstocks (Nerg et al, 1994;Manninen et al, 2002;Martin et al, 2002;Bojovic et al, 2005;Schmidt et al, 2011;Achotegui-Castells et al, 2013;Susaeta et al, 2014). For this type of research, it is important to accurately measure the terpenoid content in biomass to be able to compare the variables potentially affecting terpenoid production and accumulation.…”

mentioning

confidence: 99%

See 3 more Smart Citations

Determination of Terpenoid Content in Pine by Organic Solvent Extraction and Fast-GC Analysis

et al. 2016

View full text Add to dashboard Cite

Terpenoids, naturally occurring compounds derived from isoprene units present in pine oleoresin, are a valuable source of chemicals used in solvents, fragrances, flavors, and have shown potential use as a biofuel. This paper describes a method to extract and analyze the terpenoids present in loblolly pine saplings and pine lighter wood. Various extraction solvents were tested over different times and temperatures. Samples were analyzed by pyrolysis-molecular beam mass spectrometry before and after extractions to monitor the extraction efficiency. The pyrolysis studies indicated that the optimal extraction method used a 1:1 hexane/acetone solvent system at 22°C for 1 h. Extracts from the hexane/acetone experiments were analyzed using a low thermal mass modular accelerated column heater for fast-GC/FID analysis. The most abundant terpenoids from the pine samples were quantified, using standard curves, and included the monoterpenes, α-and β-pinene, camphene, and δ-carene. Sesquiterpenes analyzed included caryophyllene, humulene, and α-bisabolene. Diterpenoid resin acids were quantified in derivatized extractions, including pimaric, isopimaric, levopimaric, palustric, dehydroabietic, abietic, and neoabietic acids.Keywords: fast-gc, pyrolysis-molecular beam mass spectrometry, cell wall chemistry, renewable materials, biofuels, bioproducts, biomaterials inTrODUcTiOn Renewable chemicals, including fuels, solvents, fragrances, flavors, and pharmaceutical compounds, can be generated or extracted from renewable biomass sources. Many types of compounds can be generated from different components of the biomass, e.g., ethanol from the carbohydrate fraction or biodiesel from the lipid components in biomass. Other biomass components, including lignin and oleoresin excretions from conifers, have also been used as a source of renewable chemicals. For example, pine oleoresin is used to generate turpentine, a solvent and source of synthetic platform chemicals such as α-pinene (Palmer, 1943;Beglinger, 1958). Terpenoids, naturally occurring organic compounds derived from isoprene units, are the primary constituents of pine oleoresin (Palmer, 1943;Bohlmann and Keeling, 2008;Rodrigues-Corrêa et al., 2012). Monoterpenes (C10), sesquiterpenes (C15), and diterpenoid resin acids (C20), the main terpenoids found in pine oleoresin, are a Abbreviations: BSTFA, N,O-Bis(trimethylsilyl)trifluoroacetamide; GC/FID, gas chromatography/flame ionization detector; LTM MACH, low thermal mass modular accelerated column heater; PLW, pine lighter wood; PS, pine sapling; py-MBMS, pyrolysis-molecular beam mass spectrometry. valuable source of chemicals with many industrial applications (Beglinger, 1958;Martin et al., 2002;Monteiro and Veloso, 2004;Bohlmann and Keeling, 2008;Harvey et al., 2009; RodriguesCorrêa et al., 2012). Turpentine is composed of monoterpenes and is used in the flavor and fragrance industry (Bohlmann and Keeling, 2008;Rodrigues-Corrêa et al., 2012). Other uses for terpenoid compounds have been found in pharmaceutical, cosmetics, and po...

show abstract

Section: Terpenoid Content Of Pine Lighter Woodsupporting

confidence: 89%

mentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

See 2 more Smart Citations

Determination of Terpenoid Content in Pine by Organic Solvent Extraction and Fast-GC Analysis

et al. 2016

View full text Add to dashboard Cite

show abstract

“…-carene in Picea abies [57], bpinene in Pinus nigra [41], etc. Regarding the population diversity of P. omorika, two more compounds with trimodal distribution, i.e., myrcene and (E)-hex-2-enal were used in the present work (Fig.…”

mentioning

confidence: 99%

Terpene Chemodiversity of Relict Conifers Picea omorika, Pinus heldreichii, and Pinus peuce, Endemic to Balkan

Nikolić¹,

Ristić²,

Tešević³

et al. 2011

Chemistry & Biodiversity

View full text Add to dashboard Cite

Terpenes are often used as ecological and chemotaxonomic markers of plant species, as well as for estimation of geographic variability. Essential oils of relic and Balkan endemic/subendemic conifers, Picea omorika, Pinus heldreichii, and P. peuce, in central part of Balkan Peninsula (Serbia and Montenegro), on the level of terpene classes and common terpene compounds were investigated. In finding terpene combinations, which could show the best diversity between species and their natural populations, several statistical methods were applied. Apart from the content of different terpene classes (P. omorika has the most abundant O-containing monoterpenes and sesquiterpenes; P. heldreichii and P. peuce have the largest abundance of sesquiterpene and monoterpene hydrocarbons, resp.), the species are clearly separated according to terpene profile with 22 common compounds. But, divergences in their populations were established only in combination of several compounds (specific for each species), and they were found to be the results of geomorphologic, climatic, and genetic factors. We found similarities between investigated species and some taxa from literature with respect to terpene composition, possibly due to hybridization and phylogenetic relations. Obtained results are also important regarding to chemotaxonomy, biogeography, phylogeny, and evolution of these taxa.

show abstract

Variability of the Needle Essential Oils of Pinus heldreichii from Different Populations in Montenegro and Serbia

Nikolić

Ristić

Bojović³

et al. 2007

Chemistry & Biodiversity

View full text Add to dashboard Cite

The essential-oil compositions of Pinus heldreichii Christ. from Montenegro and Serbia are reported at the population level. Whitebark pine is a sub-endemic high-mountain Balkan pine relict of an anthropogenically reduced area, with large morphological diversity and insufficiently clear taxonomic position. In the pine-needle terpene profile from three populations from Montenegro, and one from Serbia, 101 compounds were detected, 72 of which could be identified (Table 3). The dominant constituents are limonene (26.3%), alpha-pinene (17.5%), germacrene D (13.5%), and beta-caryophyllene (10.4%), comprising ca. 67.7% of the essential oil. Medium-to-high contents (0.5-10%) of the following 16 additional components were found: beta-pinene, beta-myrcene, alpha-humulene, delta-cadinene, alpha-muurolene, (E)-hex-2-enal, beta-gurjunene, gamma-muurolene, isopimarol, camphene, gamma-cadinene, aromadendrene, beta-bisabolene, trans-beta-farnesene, alpha-cadinene, and (Z)-hex-3-en-1-ol. The similarity of the populations and the within-population variability was visualized by principle-component analysis (PCA) of eleven selected terpenes in 97 tree samples. Cluster and genetic analyses suggest closest connection between the two spatially most-distant populations I (Montenegro) and IV (Serbia). Based on the profile of the main sesquiterpene components, the studied populations from Montenegro and Serbia are more similar to the populations from Greece and the Central Balkan peninsula (Bosnia and Serbia-Kosovo) than to those on the furthest eastern margin of their natural range (Bulgaria).

show abstract

Origin identification of Pinus nigra populations in southwestern Europe using terpene composition variations

Cited by 28 publications

References 26 publications

Determination of Terpenoid Content in Pine by Organic Solvent Extraction and Fast-GC Analysis

Determination of Terpenoid Content in Pine by Organic Solvent Extraction and Fast-GC Analysis

Terpene Chemodiversity of Relict Conifers Picea omorika, Pinus heldreichii, and Pinus peuce, Endemic to Balkan

Variability of the Needle Essential Oils of Pinus heldreichii from Different Populations in Montenegro and Serbia

Contact Info

Product

Resources

About